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$445,000
3 Beds 2 Baths 1998857 MLS ACTIVE OPTION Status
In the Monticello Park Historic District, where architectural integrity is the neighborhood's calling card, 218 North Drive stands out even among its peers - a 1922 Tudor Revival cottage whose original details have survived a century largely untouched. The living and dining rooms set the tone immediately, with coved ceilings and lime-washed plaster walls that carry the texture and depth only original materials can produce. A stunning gas fireplace and built-in cabinetry, both original to the home, anchor the living spaces without needing embellishment. Underfoot, the oak and pine flooring has been carefully refurbished, and many of the wood-framed windows have been restored to their original function. Even the doorknobs are original glass, a small detail that tells a larger story about how this home has been treated over the past decade. The kitchen is where old meets new: stone countertops, custom cabinetry with brass hardware, and high-end appliances bring modern usability into a space that still feels rooted in its 1922 origins. Comfort has been considered too - central HVAC runs quietly behind brass registers chosen specifically to blend with the home's historic finishes. Three well-proportioned bedrooms complete the floor plan, including a primary suite with a second connecting room offering real flexibility. As it stands, it works beautifully as a sunroom, home office or library; down the line, it could just as easily become a spa-inspired bath and walk-in closet. It's a rare kind of built-in optionality in a home this age. What makes 218 North Drive especially notable is the level of care behind it. The current owner has approached ownership less like a renovation project and more like preservation - protecting original materials while making only the updates the home truly needed. WHO THIS HOME IS FOR: You understand what you're looking at - architecture over cosmetic staging, a property that hasn't been stripped of its character, and life in a walkable, established neighborhood with genuine identity. If you recognize the difference between a "historic-style" renovation and an actually preserved early 20th Century property - welcome home!

218 North Dr, San Antonio

$478,000
2 Beds 1 Baths 1998428 MLS ACTIVE Status
Timeless Tudor Charm in Historic Monte Vista! Nestled on one of the area's most picturesque tree-lined streets, this beautifully preserved Tudor-style residence seamlessly blends historic character with modern comfort. Rich architectural details, original craftsmanship, and an inviting atmosphere create a home filled with warmth and personality. Inside, you'll find beautiful hardwood floors, abundant natural light, spacious living areas, and timeless architectural accents that showcase the home's historic appeal. The thoughtfully designed floor plan offers comfortable living while maintaining the charm and elegance expected in a classic Tudor home. Step outside to enjoy a private backyard retreat, perfect for entertaining, relaxing, or enjoying the peaceful surroundings. Located just minutes from Downtown San Antonio, the Pearl District, Trinity University, Incarnate Word, Brackenridge Park, and the San Antonio Zoo, this exceptional location offers convenient access to the city's finest dining, shopping, entertainment, and cultural attractions. Whether you're searching for a distinctive primary residence, a second home, or an exceptional investment opportunity, this property has a proven history as a successful short-term rental, making it an attractive option for those seeking income-producing potential. Experience the perfect combination of historic elegance, modern convenience, and an unbeatable location in one of San Antonio's most desirable historic neighborhoods.

306 W Lullwood Ave, San Antonio

$1,559,000
4 Beds 4 Baths 1968391 MLS ACTIVE Status
This beautiful 4-bedroom, 4-bathroom home perfectly captures the charm and character that Alamo Heights is known for. Nestled in Alamo Heights and surrounded by mature trees and lush landscaping, the property offers exceptional privacy and timeless appeal. As you step through the front door, a warm and inviting atmosphere immediately welcomes you. The formal living room, complete with a fireplace, provides the perfect setting for entertaining and large gatherings. The home flows seamlessly into a casual dining area and an updated chef's kitchen featuring a built-in refrigerator, dishwasher, double ovens, gas cooktop, an oversized island, and a breakfast bar. Just beyond the kitchen, a spacious second family room with French doors opens effortlessly to the expansive covered back porch, creating ideal indoor-outdoor living. On the opposite side of the home, a private guest suite with a full bath offers comfort and flexibility for visitors. The oversized primary suite is filled with natural light and serves as a relaxing retreat. The beautifully updated primary bathroom features a custom walk-in closet, dual vanities, built-in storage, and a large walk-in shower. Upstairs, you'll find two additional bedrooms, two full bathrooms, and a generous game room - all continuing the home's signature charm and thoughtful design. The backyard is truly the showpiece of the property. Designed for entertainment, the oversized patio overlooks a stunning Keith Zars pool and beautifully landscaped surroundings, creating a private outdoor oasis. Adding even more versatility, the guest suite above the garage offers approximately 576 square feet of additional living space. It includes a living room/bedroom, and full bathroom - ideal for guests, a private office, or a homeschool/study area. The oversized two-car garage provides abundant storage, while the property as a whole offers the perfect blend of luxury, comfort, privacy, and functionality.

310 Castano Avenue, San Antonio

$3,750,000
5 Beds 6 Baths 1968537 MLS ACTIVE Status
Nestled in the heart of Olmos Park, this iconic 1929 rock Tudor estate is one of the community's most recognized and admired homes. Set on a lush lot with park-like grounds, the estate offers approximately 7,500 square feet of extraordinary living space filled with timeless craftsmanship and grand proportions. A dramatic foyer welcomes you with soaring ceilings, a sweeping staircase, stained glass windows, and heavy pointed arched wood doors adorned with original hardware. The main level is designed for both elegant entertaining and comfortable daily living, featuring a magnificent formal dining room, an exquisite formal living room, a richly paneled study and a spacious den with a full wet bar and walls of windows overlooking the grounds. Additionally, the chef's beautiful island kitchen opens to a charming breakfast room which serves as the heart of the home. Beyond the kitchen, the first-floor amenities include a game room, private guest suite with full bath, secondary office, expansive laundry room, flex space ideal for an exercise or craft room, and two powder baths. Upstairs, the remarkable primary suite is a true retreat, complete with a gracious sitting room, two oversized walk-in closets, and a luxurious bath. Three additional generously sized bedrooms and an elevator provide exceptional comfort and convenience. The grounds are equally impressive, featuring multiple patios, a grand fountain and a covered outdoor kitchen fully equipped for entertaining. A life-size chess board and a whimsical two-story rock playhouse-every child's dream-invite endless outdoor enjoyment. A rare opportunity to own one of Olmos Park's most beloved and distinguished estates, where historic elegance and modern livability come together in unforgettable fashion.

604 E Olmos, San Antonio

$2,595,000
5 Beds 6 Baths 1959432 MLS ACTIVE Status
THREE SEPARATE RESIDENCES ON NEARLY AN ACRE | 6,556 SQ FT | HOLLYWOOD PARK. A 5,745 SF main Tudor style home, an 810 SF attached guest apartment, and a detached 773 SF casita - all completely rebuilt with everything new, surrounded by mature trees and free-roaming deer. Plus a 1,225 SF workshop and gated rock-wall grounds. A rare estate-scale property in one of San Antonio's most coveted neighborhoods. MAIN RESIDENCE - 5,745 SQ FT: Expansive living spaces anchored by a dramatic rock fireplace and framed by large picture windows. Multiple living and dining areas, a dedicated media and game room, with seamless flow for entertaining and everyday living. DETACHED CASITA - 773 SQ FT: A true second residence in the back yard with full primary suite, kitchen, laundry, and loft. Perfect for multigenerational living, long-term guests, or rental income. GUEST APARTMENT - 810 SQ FT: An attached private apartment with its own kitchen, laundry, and bedroom. Ideal as guest suite, in-law setup, or home office. WORKSHOP AND STORAGE: 1,225 SF workshop or storage building plus 129 SF storage room near the carport. Room for hobbies, equipment, and future customization. THE TRANSFORMATION: This estate has been completely rebuilt and reimagined down to the smallest detail. No expense was spared - all-new designer appliances, electrical, plumbing, and a four-unit HVAC system deliver flawless comfort throughout, while new windows, roof, stucco, and rich exterior stonework restore the home's timeless Tudor grandeur. Spray-foam insulation and an expanded statement fireplace bring warmth and efficiency to every season. By night, refinished original chandeliers glow against 13 custom lampposts that wash the grounds in a soft, elegant ambiance - turning nearly an acre into a private, gated retreat that feels worlds away, yet sits minutes from the heart of the city. THE SETTING: Rock-walled grounds provide privacy and presence. Three-car carport, covered patio, and expansive outdoor areas. Centrally located near Highway 281 and Loop 1604, minutes from premier shopping and dining. Properties of this scale, condition, and flexibility rarely come to market in Hollywood Park. Schedule your private showing today.

232 Meadowbrook Dr, San Antonio

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San Antonio Tudor Style Real Estate & Homes

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